NP-MRD: Showing NP-Card for methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate (NP0146319)

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Record Information

Version

2.0

Created at

2022-09-02 01:42:02 UTC

Updated at

2022-09-02 01:42:02 UTC

NP-MRD ID

NP0146319

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate

Description

Methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]Henicosa-4,9-diene-1-carboxylate belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds. methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate is found in Talaromyces purpureogenus. Based on a literature review very few articles have been published on methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]Henicosa-4,9-diene-1-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022203422D          

 34 38  0  0  0  0            999 V2000
    3.2681   -0.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3226   -0.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879    0.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6543   -0.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4570   -0.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0234   -0.7872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6932    0.6031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268    1.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8159    1.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7997    1.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3241    1.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8535    1.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0303    1.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4744    1.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5412    1.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6045    0.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9640   -0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935    0.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2377   -0.7291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4589   -0.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3308   -1.0958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1252    0.3018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2484    1.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0483    1.8072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4701    2.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1735    3.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2851    2.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7803    2.9809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7039    1.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2653    2.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0241    2.3577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0225    2.8223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5840    3.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0634    0.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 14 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 29 34  1  0  0  0  0
 23 34  1  0  0  0  0
 18 34  1  0  0  0  0
M  END

     RDKit          3D

 64 68  0  0  0  0  0  0  0  0999 V2000
    1.2790    2.8057   -1.8660 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3330    1.8677   -0.9569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6981    1.3705   -0.7195 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6435    2.2655   -0.8296 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0057    1.8218   -0.6089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9928    2.6288   -0.6951 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2788    0.5108   -0.2985 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3012   -0.3514    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7024   -1.7768   -0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2713   -0.3436    1.7296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9910   -0.0321   -0.3616 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1647   -1.0840   -0.5151 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7781   -0.8918   -1.1091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0944   -0.0414   -0.1945 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4001   -0.4652    1.2096 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1051    1.4372   -0.3176 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1106    2.2369   -0.7603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1436    1.9132    0.2564 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7512    2.2879    1.6361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5191    2.4643    0.0799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9426    3.4804   -0.4760 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3219    1.4879    0.7462 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4983    0.3915    1.0928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0288   -0.8474    1.0937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9720   -1.6559    1.6034 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4501   -3.0358    1.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7919   -1.6196    0.7249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9892   -2.5174    0.7741 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5084   -0.5052   -0.2633 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8513   -1.1637   -1.5564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1787   -0.9342   -2.5664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9195   -2.0408   -1.6804 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2562   -2.6699   -2.9077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5305    0.5048   -0.0273 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2957    3.2275   -2.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1512    3.1627   -2.4071 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3926    3.2746   -1.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4196   -2.5144    0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8238   -1.8327   -0.2886 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3037   -2.0395   -1.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6098    0.4532    2.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9101   -1.3263    2.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2721   -0.1738    2.1685 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5027   -2.0390   -0.2149 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8836   -0.3278   -2.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4132   -1.9002   -1.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4492   -0.6010    1.9127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9908    0.3774    1.6247 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759   -1.3207    1.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2013    1.7904    0.7766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8369    3.3079   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4492    2.0016   -1.7618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3276    1.5354    2.2815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0671    3.1917    1.5261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5915    2.7570    2.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0880    0.5774    2.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6901   -1.1656    2.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4030   -2.9454    2.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5058   -3.7148    1.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7161   -3.4740    2.6542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3106   -2.4101   -3.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6332   -2.2052   -3.7109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0759   -3.7453   -2.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1884    0.5803   -0.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
 33 32  1  0
 32 30  1  0
 30 31  2  0
 29 30  1  6
 29 34  1  0
 34 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 20 18  1  0
 18 19  1  1
 18 17  1  0
 17 16  1  0
 16  2  1  0
  2  1  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  8 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  2  0
 14 29  1  0
 27 29  1  0
 18 34  1  0
 14 16  1  0
 11  3  1  0
 33 61  1  0
 33 62  1  0
 33 63  1  0
 34 64  1  6
 23 56  1  1
 19 53  1  0
 19 54  1  0
 19 55  1  0
 17 51  1  0
 17 52  1  0
 16 50  1  1
  1 35  1  0
  1 36  1  0
  4 37  1  0
  9 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 10 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 15 47  1  0
 15 48  1  0
 15 49  1  0
 25 57  1  1
 26 58  1  0
 26 59  1  0
 26 60  1  0
M  END


  Mrv1652309022203422D          

 34 38  0  0  0  0            999 V2000
    3.2681   -0.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3226   -0.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0879    0.2219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6543   -0.3779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4570   -0.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0234   -0.7872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6932    0.6031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268    1.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8159    1.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7997    1.9603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3241    1.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8535    1.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0303    1.7443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4744    1.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5412    1.9570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6045    0.3200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9640   -0.2000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1935    0.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2377   -0.7291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4589   -0.2808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3308   -1.0958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1252    0.3018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2484    1.0374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0483    1.8072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4701    2.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1735    3.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2851    2.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7803    2.9809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7039    1.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2653    2.0339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0241    2.3577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0225    2.8223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5840    3.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0634    0.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  0  0  0  0
  3 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 14 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 29 34  1  0  0  0  0
 23 34  1  0  0  0  0
 18 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0146319

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C12C3C(OC(=O)C3(C)CC3C(=C)C4=CC(=O)OC(C)(C)C4=CCC13C)OC(C)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C26H30O8/c1-12-14-10-17(27)34-23(3,4)15(14)8-9-25(6)16(12)11-24(5)18-20(33-21(24)29)32-13(2)19(28)26(18,25)22(30)31-7/h8,10,13,16,18,20H,1,9,11H2,2-7H3

> <INCHI_KEY>
CELLGHOJUHAKBM-UHFFFAOYSA-N

> <FORMULA>
C26H30O8

> <MOLECULAR_WEIGHT>
470.518

> <EXACT_MASS>
470.194067926

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
47.426351263599635

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0^{2,12}.0^{5,10}.0^{17,21}]henicosa-4,9-diene-1-carboxylate

> <ALOGPS_LOGP>
3.12

> <JCHEM_LOGP>
3.1641271876666663

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.997304955654087

> <JCHEM_PKA_STRONGEST_BASIC>
-4.392956367327977

> <JCHEM_POLAR_SURFACE_AREA>
105.2

> <JCHEM_REFRACTIVITY>
120.0834

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0^{2,12}.0^{5,10}.0^{17,21}]henicosa-4,9-diene-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       6.100  -1.698   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.202  -0.161   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.631   0.414   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.688  -0.705   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.186  -0.350   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      11.244  -1.469   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      10.627   1.126   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.570   2.245   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.856   3.092   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.959   3.659   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.072   1.890   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.193   3.154   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.656   3.256   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.619   2.118   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.744   3.653   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.862   0.597   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.666  -0.373   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.228   0.177   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.310  -1.361   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.857  -0.524   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.618  -2.045   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.234   0.563   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.464   1.936   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.090   3.373   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.878   4.572   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.324   6.009   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.399   4.333   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.323   5.564   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.181   2.668   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.229   3.797   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.645   4.401   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.775   5.268   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       4.823   6.397   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.985   1.697   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8    3   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   29                                             
CONECT   15   14                                                            
CONECT   16   14    2   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20   34                                             
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   34                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   14   30   34                                             
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32                                                            
CONECT   34   29   23   18                                                  
MASTER        0    0    0    0    0    0    0    0   34    0   76    0
END

View in JSmol

Synonyms

Value	Source
Methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0,.0,.0,]henicosa-4,9-diene-1-carboxylic acid	Generator

Chemical Formula

C₂₆H₃₀O₈

Average Mass

470.5180 Da

Monoisotopic Mass

470.19407 Da

IUPAC Name

methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0^{2,12}.0^{5,10}.0^{17,21}]henicosa-4,9-diene-1-carboxylate

Traditional Name

methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0^{2,12}.0^{5,10}.0^{17,21}]henicosa-4,9-diene-1-carboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C12C3C(OC(=O)C3(C)CC3C(=C)C4=CC(=O)OC(C)(C)C4=CCC13C)OC(C)C2=O

InChI Identifier

InChI=1S/C26H30O8/c1-12-14-10-17(27)34-23(3,4)15(14)8-9-25(6)16(12)11-24(5)18-20(33-21(24)29)32-13(2)19(28)26(18,25)22(30)31-7/h8,10,13,16,18,20H,1,9,11H2,2-7H3

InChI Key

CELLGHOJUHAKBM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Penicillium purpurogenum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as furopyrans. These are organic polycyclic compounds containing a furan ring fused to a pyran ring. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. Pyran a six-membered heterocyclic, non-aromatic ring, made up of five carbon atoms and one oxygen atom and containing two double bonds.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furopyrans

Sub Class

Not Available

Direct Parent

Furopyrans

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Furopyran
Dihydropyranone
Pyran
Oxane
Gamma butyrolactone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Tetrahydrofuran
Furan
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.12	ALOGPS
logP	3.16	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	20	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	105.2 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	120.08 m³·mol⁻¹	ChemAxon
Polarizability	47.43 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

138989912

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate (NP0146319)

MOL for NP0146319 (methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate)

3D MOL for NP0146319 (methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate)

3D SDF for NP0146319 (methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate)

3D-SDF for NP0146319 (methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate)

PDB for NP0146319 (methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate)

3D PDB for NP0146319 (methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate)

SMILES for NP0146319 (methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate)

INCHI for NP0146319 (methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate)

Structure for NP0146319 (methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate)

3D Structure for NP0146319 (methyl 2,6,6,14,19-pentamethyl-11-methylidene-8,15,20-trioxo-7,16,18-trioxapentacyclo[12.6.1.0²,¹².0⁵,¹⁰.0¹⁷,²¹]henicosa-4,9-diene-1-carboxylate)